EP2707440B1 - Uv curable ink jet printing ink composition - Google Patents

Uv curable ink jet printing ink composition Download PDF

Info

Publication number
EP2707440B1
EP2707440B1 EP12719671.5A EP12719671A EP2707440B1 EP 2707440 B1 EP2707440 B1 EP 2707440B1 EP 12719671 A EP12719671 A EP 12719671A EP 2707440 B1 EP2707440 B1 EP 2707440B1
Authority
EP
European Patent Office
Prior art keywords
meth
ink jet
jet printing
acrylate
ink composition
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Not-in-force
Application number
EP12719671.5A
Other languages
German (de)
English (en)
French (fr)
Other versions
EP2707440A1 (en
Inventor
Stefan Engel
Dieter Prölss
Jörg Männig
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Eckart GmbH
Original Assignee
Eckart GmbH
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Eckart GmbH filed Critical Eckart GmbH
Publication of EP2707440A1 publication Critical patent/EP2707440A1/en
Application granted granted Critical
Publication of EP2707440B1 publication Critical patent/EP2707440B1/en
Not-in-force legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00Inks
    • C09D11/30Inkjet printing inks
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00Inks
    • C09D11/02Printing inks
    • C09D11/10Printing inks based on artificial resins
    • C09D11/101Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41JTYPEWRITERS; SELECTIVE PRINTING MECHANISMS, i.e. MECHANISMS PRINTING OTHERWISE THAN FROM A FORME; CORRECTION OF TYPOGRAPHICAL ERRORS
    • B41J2/00Typewriters or selective printing mechanisms characterised by the printing or marking process for which they are designed
    • B41J2/005Typewriters or selective printing mechanisms characterised by the printing or marking process for which they are designed characterised by bringing liquid or particles selectively into contact with a printing material
    • B41J2/01Ink jet
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41JTYPEWRITERS; SELECTIVE PRINTING MECHANISMS, i.e. MECHANISMS PRINTING OTHERWISE THAN FROM A FORME; CORRECTION OF TYPOGRAPHICAL ERRORS
    • B41J2/00Typewriters or selective printing mechanisms characterised by the printing or marking process for which they are designed
    • B41J2/005Typewriters or selective printing mechanisms characterised by the printing or marking process for which they are designed characterised by bringing liquid or particles selectively into contact with a printing material
    • B41J2/01Ink jet
    • B41J2/21Ink jet for multi-colour printing
    • B41J2/2107Ink jet for multi-colour printing characterised by the ink properties
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B41PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
    • B41MPRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
    • B41M5/00Duplicating or marking methods; Sheet materials for use therein
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00Inks
    • C09D11/30Inkjet printing inks
    • C09D11/32Inkjet printing inks characterised by colouring agents
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00Inks
    • C09D11/30Inkjet printing inks
    • C09D11/32Inkjet printing inks characterised by colouring agents
    • C09D11/322Pigment inks

Definitions

  • Preferred embodiments of the one-component (1K) UV ink jet printing ink composition are specified in depending claims 2 through 19.
  • trifunctional (meth)acrylate as used in the present invention means also monomers containing one or more vinyl groups, wherein, however, the monomer contains at least one acrylate or methacrylate group.
  • B in formula (II) and/or formula (III) is a linear, a branched or a cyclic aliphatic or aromatic residue comprising 1 to 12 C-atoms, preferably 2 to 6 C-atoms, which may contain O, S or NH.
  • the viscosity of the ink jet printing ink composition measured at 25°C for ten minutes with a Brookfield R/S rheometer using a double gap cylinder according to DIN 53453 at 150 rpm is in a range of between 1 to 30 mPas, preferably of between 4 to 24 mPas, more preferably between 8 to 20 mPas.
  • platelet-like metal effect pigments which are obtained by physical vapour deposition of vaporized metals on a planar substrate coated with a release coating. The deposited metal sheet or foil is released from the planar substrate and subsequently comminuted. These pigments are commonly designated as PVD-pigments.
  • the protective inorganic coating is silicon oxide and most preferably silicon dioxide.
  • the silicon oxide, preferably silicon dioxide can be applied to the pigment surface using water glass.
  • the silicon oxide, preferably silicon dioxide is applied using sol-gel-technology, wherein preferably silicon tetra alkoxide, with alkoxy being preferably methoxy, ethoxy, propoxy or butoxy, is hydrolysed and silicon oxide, silicon hydroxide and/or silicon oxide hydrate is deposited on the pigment surface.
  • silanes containing acrylate and/or methacrylate group(s) on the outer surface of the platelet-like metal effect pigments as these groups can readily react with the acrylate and/or methacrylate groups of the monomers in the 1K UV ink jet printing ink composition of the present invention.
  • the platelet-like metal effect pigments are covalently bonded and integrated in the polymerized acrylate and/or methacrylate monomers in the cured coating.
  • the effect pigments are coated with a silane having a chemically-reactive organo-functional group, such as acrylate or methacrylate, as well as with an alkyl silane having a C8 to C24 alkyl group, preferably a C10 to C18 alkyl group.
  • a silane having a chemically-reactive organo-functional group such as acrylate or methacrylate
  • an alkyl silane having a C8 to C24 alkyl group preferably a C10 to C18 alkyl group.
  • Pearlescent pigments are transparent platelet-like pigments wherein on a platelet-like transparent substrate, such as natural or synthetic mica, glass platelets, silicon dioxide platelets, and/or aluminium oxide platelets, metal oxides having a high refractive index are applied.
  • a platelet-like transparent substrate such as natural or synthetic mica, glass platelets, silicon dioxide platelets, and/or aluminium oxide platelets.
  • metal oxides having a high refractive index are applied.
  • the high refractive index metal oxide materials are the same as described above, such as, for example, iron oxide and/or titanium oxide.
  • a D 98 ⁇ 10 ⁇ m means that 98% of all of the particles are below the stated value, i.e. below 10 ⁇ m in the present case. Expressed alternatively, 2 % of all the particles are above the stated value.
  • the ink jet recording apparatus includes an ink jet recording head, a body, a tray, a head-driving mechanism, a carriage, an ultraviolet irradiation unit mounted on a side face of the carriage, and so on.
  • any recording medium can be used in the ink jet recording method of the embodiment as long as the ink composition can adhere thereon by using an ink jet recording apparatus.
  • the recording medium include nonabsorptive recording media such as metal, glass and plastics.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)
  • Ink Jet Recording Methods And Recording Media Thereof (AREA)
  • Ink Jet (AREA)
  • Polymerisation Methods In General (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
EP12719671.5A 2011-05-13 2012-05-02 Uv curable ink jet printing ink composition Not-in-force EP2707440B1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US13/107,036 US8851649B2 (en) 2011-05-13 2011-05-13 UV ink jet printing ink composition
PCT/EP2012/058042 WO2012156204A1 (en) 2011-05-13 2012-05-02 Uv ink jet printing ink composition

Publications (2)

Publication Number Publication Date
EP2707440A1 EP2707440A1 (en) 2014-03-19
EP2707440B1 true EP2707440B1 (en) 2017-12-20

Family

ID=46046174

Family Applications (1)

Application Number Title Priority Date Filing Date
EP12719671.5A Not-in-force EP2707440B1 (en) 2011-05-13 2012-05-02 Uv curable ink jet printing ink composition

Country Status (6)

Country Link
US (1) US8851649B2 (zh)
EP (1) EP2707440B1 (zh)
JP (2) JP6126586B2 (zh)
KR (1) KR101988677B1 (zh)
CN (2) CN108165091A (zh)
WO (1) WO2012156204A1 (zh)

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JP6112891B2 (ja) * 2013-02-08 2017-04-12 デクセリアルズ株式会社 粘着テープ用樹脂組成物、粘着テープ及び粘着テープの製造方法
JP6075686B2 (ja) * 2013-02-25 2017-02-08 株式会社リコー インクジェット記録用再充填インクカートリッジの製造方法
DE102013008926A1 (de) 2013-05-24 2014-11-27 Schlenk Metallic Pigments Gmbh Verwendung von modifizierten Effektpigmenten in strahlenhärtbaren Beschichtungszusammensetzungen
US9388319B2 (en) * 2013-05-31 2016-07-12 Xerox Corporation Systems and methods for delivering aqueous pearlescent digital printing ink compositions using digital offset lithographic printing techniques
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WO2016026856A1 (en) * 2014-08-18 2016-02-25 Eckart Gmbh Metal effect pigment paste comprising a phosphate ester and method of producing a metal effect pigment paste comprising a phosphate ester
WO2016048358A1 (en) 2014-09-26 2016-03-31 Hewlett-Packard Development Company, L.P. Non-newtonian photo-curable ink composition
US10844233B2 (en) 2014-09-26 2020-11-24 Hewlett-Packard Development Company, L.P. Non-Newtonian photo-curable ink composition
US10077368B2 (en) 2014-09-26 2018-09-18 Hewlett-Packard Development Company, L.P. Non-Newtonian photo-curable ink composition
US10392523B2 (en) 2014-12-11 2019-08-27 Hewlett-Packard Development Company, L.P. Non-Newtonian photo-curable ink composition
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WO2019079037A1 (en) * 2017-10-17 2019-04-25 Kateeva, Inc. INK COMPOSITIONS HAVING HIGH QUANTUM POINT CONCENTRATIONS FOR DISPLAY DEVICES
WO2019123123A1 (en) * 2017-12-20 2019-06-27 3M Innovative Properties Company Low dielectric constant curable ink compositions
EP3774360B1 (en) * 2018-03-27 2024-01-10 Sun Chemical Corporation Uv-curable compositions comprising cleavage type photoinitiators
US20210155722A1 (en) * 2018-04-06 2021-05-27 Poly-Med, Inc. Methods and compositions for photopolymerizable additive manufacturing
US11639416B2 (en) 2018-04-19 2023-05-02 Poly-Med, Inc. Macromers and compositions for photocuring processes
JP7131116B2 (ja) * 2018-06-21 2022-09-06 株式会社リコー 活性エネルギー線硬化型組成物、収容容器、像形性装置、及び像形性方法
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Also Published As

Publication number Publication date
CN103517954A (zh) 2014-01-15
JP6126586B2 (ja) 2017-05-10
WO2012156204A1 (en) 2012-11-22
JP2014520170A (ja) 2014-08-21
US20120287213A1 (en) 2012-11-15
KR101988677B1 (ko) 2019-06-12
EP2707440A1 (en) 2014-03-19
JP2017128724A (ja) 2017-07-27
CN108165091A (zh) 2018-06-15
US8851649B2 (en) 2014-10-07
KR20140040747A (ko) 2014-04-03

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